Villas Sarasota

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1,087 villas

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Match: Rental types Shared outdoor pool (heated) Microwave Table tennis

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Price per night from

$148

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Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$402

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$490

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$97

Waterview Oasis Retreat, minutes to Anna Maria Island and IMG

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$109

A Somewhere is Here - Changes in Latitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$458

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$516

A Somewhere Is Here - Changes in Attitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$412

Off the Hook: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$516

Modern Lakerfront Condo! 2x Pools~WiFi~Lanai. By IMG~Beaches~Restaurants~AMI~SRQ

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 11 minutes

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$138

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$182

Beachfront Condo Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$454

“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$246

Responds fast! avg. 54 minutes

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$268

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$623

*** SUPER SPECIAL RATES at Harbor Towers ***

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$114

Beach to Bay Tropical Oasis! 2Bed/2Bath Longboat Key Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$153

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$117

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$109

Responds fast! avg. 11 minutes

3 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

3 of 4 filters match

Price per night from

$132

The Meadows golf course view villa

North Sarasota villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Microwave, Table tennis, Rental types, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$122

Welcome to Paradise-6 miles from Anna Maria Island Beaches

Bradenton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Microwave, Table tennis, Rental types, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$206

Siesta Key/Derby Bay

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!” Our family really enjoyed staying here! The villa was very well maintained and cleaned. It was stocked with everything you would need. The owner was very responsive to any concerns. We had a super nice neighbor and my boys loved fishing off the dock. I would recommend renting a golf cart to go to the beach if you have children (with toys etc) or elderly people with walking concerns. It is quite a walk to get to the beach (because you also have to walk down to the cross walk then across the street). The beach in front of the Aloha Kai property is very wide (great because it was never crowded like in front of other resorts) but it was an even farther walk to the water. We have always stayed beach front but needed more rooms than were available in my booking time frame this year. This property has changed the way I will book on siesta in the future. My boys LOVED fishing everyday off the dock. They caught lots of cool fish right off the back. The street that this villa is on was very quiet for our stay. Everyone was very kind & the property is very beautiful! We hope to come back very soon! It was a wonderful experience.

2 of 4 match: Microwave, Table tennis, Rental types, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$287

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Table tennis, Rental types, Shared outdoor pool (heated), Microwave

3 of 4 filters match

Price per night from

$320

2 of 4 match: Microwave, Table tennis, Rental types, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$123

Siesta Key Villa

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Microwave, Table tennis, Rental types, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$332

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Table tennis, Rental types, Shared outdoor pool (heated), Microwave

3 of 4 filters match

Price per night from

$128

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Table tennis, Rental types, Shared outdoor pool (heated), Microwave

3 of 4 filters match

Price per night from

$161

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

3 of 4 match: Table tennis, Rental types, Shared outdoor pool (heated), Microwave

3 of 4 filters match

Price per night from

$86

Addy's Villas: 2BR

Nokomis villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Table tennis, Rental types, Shared outdoor pool (heated), Microwave

3 of 4 filters match

Price per night from

$194

Bianco Sands - 2 Bedroom - Poolside: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Table tennis, Rental types, Shared outdoor pool (heated), Microwave

3 of 4 filters match

Price per night from

$332

Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management

Siesta Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Table tennis, Rental types, Shared outdoor pool (heated), Microwave

3 of 4 filters match

Price per night from

$228

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Table tennis, Rental types, Shared outdoor pool (heated), Microwave

3 of 4 filters match

Price per night from

$286

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Table tennis, Rental types, Shared outdoor pool (heated), Microwave

3 of 4 filters match

Price per night from

$274

Bianco Sands - 3 Bedroom 2 Bath: By Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Table tennis, Rental types, Shared outdoor pool (heated), Microwave

3 of 4 filters match

Price per night from

$308

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Table tennis, Rental types, Shared outdoor pool (heated), Microwave

3 of 4 filters match

Price per night from

$274

Great location, quiet, peaceful, and comfortable

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Rental types, Table tennis, Shared outdoor pool (heated), Microwave

2 of 4 filters match

Price per night from

$46

New York Avenue Rancher

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Rental types, Shared outdoor pool (heated), Microwave, Table tennis

2 of 4 filters match

Price per night from

$446

Viewing 38 of 1,087
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